Hello akr2117,
Thanks for using Apple Support Communities. We understand that your Apple Watch won't successfully update. You've come to the right place! We're happy to look into this with you.
We recommend that you restart the Apple Watch and paired iPhone. Restarting can resolve many unexpected behaviors.
Restart your Apple Watch
Restart your iPhone
If the issue persists, test while connected to a different Wi-Fi network. Let us know the results. Be sure to include any other troubleshooting steps that you may have tried.
Have a wonderful day!